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United States
Vermont
Bennington County

South Shaftsbury

Easy hikes and walks around South Shaftsbury

4.6

(9)

72

hikers

19

hikes

Easy hiking trails around South Shaftsbury, Vermont, traverse a landscape characterized by diverse ecosystems, including forests, wetlands, and open fields. The region features natural landmarks such as Lake Shaftsbury and Harmon Hill, offering varied terrain for outdoor exploration. Hikers can experience gentle paths along old carriage roads and trails within state parks, providing access to scenic views and natural features. This area is bordered by the Green Mountain National Forest, contributing to its extensive network of paths.

Best easy hiking…

Last updated: June 29, 2026

3

hikers

#1.

The Mile-Around Woods

2.56km

00:41

30m

30m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

5.0

(1)

2

hikers

2.56km

00:39

10m

10m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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4.0

(1)

1

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

5.0

(2)

12

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Tips from the Community

Jamie S.
April 7, 2023, Stone Stairs and Switchbacks

Right from the parking area the Harmon Hill Trail takes you up steep, root and moss-covered, stone stairs that wind through the thick forest. Fortunately (depending on your outlook, of course), this is the steepest part of the trail and is out of the way first when traveling up to Harmon Hill.

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Jamie S.
April 7, 2023, Harmon Hill

The top of Harmon Hill is covered by huge green ferns and dotted with trees, which stands in stark contrast to the rest of the area which is densely forested. This is because the summit of Harmon Hill is kept clear by controlled burns that allow for fantastic views of the town of Bennington and the surrounding area. This lush meadow is a perfect place to rest, admire the views, and sip some water before continuing on your hike.

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Frequently Asked Questions

How many easy hiking trails are available in South Shaftsbury?

South Shaftsbury offers a great selection of easy hiking trails, with 9 routes specifically categorized as easy. In total, there are 18 hiking tours in the area, catering to various preferences.

What kind of natural features can I expect to see on easy hikes in South Shaftsbury?

Easy hikes in South Shaftsbury showcase diverse natural beauty. You can explore wetlands and forests, enjoy views of Lake Shaftsbury, and traverse glacial eskers. Trails like the Healing Springs Trail offer boardwalks for wildlife viewing, while the Mile-Around Woods features scenic farm fields and woodlands.

Are there any family-friendly easy hikes in South Shaftsbury?

Absolutely! Many of the easy trails are perfect for families. The Healing Springs Trail in Lake Shaftsbury State Park is an excellent choice, featuring a short loop with diverse ecosystems and a boardwalk. The Robert Frost Trail, though not listed in our specific routes, is also known as a family favorite connecting the Robert Frost Stone House Museum with Lake Paran.

Can I bring my dog on the easy hiking trails?

Many trails in the South Shaftsbury area are dog-friendly, but it's always best to check specific park or trail regulations before you go. Lake Shaftsbury State Park, for example, generally welcomes dogs on trails, but they must be leashed. Always ensure your dog is under control and clean up after them.

What is the best time of year to enjoy easy hikes in South Shaftsbury?

South Shaftsbury offers beautiful hiking experiences year-round. Spring is ideal for birdwatching, while autumn provides stunning fall foliage, especially along paths like the Carriage Road (Grove Road). Summer offers pleasant temperatures for exploring, and even winter can be magical for snowshoeing on some trails.

Are there any circular easy routes available?

Yes, several easy routes offer a circular experience. The Healing Springs Trail is a popular 0.8-mile loop within Lake Shaftsbury State Park. The Mile-Around Woods also provides a lovely loop through farm fields and woodlands.

What are some interesting landmarks or points of interest near the easy trails?

Beyond the trails themselves, South Shaftsbury boasts several notable landmarks. You can visit the historic Silk Covered Bridge, a beautiful Town lattice truss bridge built in 1840. The Carriage Road (Grove Road), part of the Mile-Around Woods area, is near the Park-McCullough Historic Governor's Mansion. For panoramic views, consider the summit of Harmon Hill.

What do other hikers say about the easy trails in South Shaftsbury?

The easy trails in South Shaftsbury are highly regarded by the komoot community, with an average rating of 4.6 out of 5 stars. Reviewers often praise the peaceful atmosphere, well-maintained paths, and the scenic beauty, especially the vibrant fall foliage and opportunities for wildlife spotting.

Are there any easy trails that offer scenic viewpoints?

Yes, for scenic views, the Harmon Hill via the Appalachian Trail offers fantastic vistas of the town of Bennington and the surrounding region from its fern-covered summit. The Battle Loop and Valley View Trail also lives up to its name, providing picturesque outlooks.

How long are the typical easy hikes in South Shaftsbury?

The easy hikes in South Shaftsbury vary in length, but many are perfect for shorter excursions. For example, the Waters Hill Cemetery Trail is about 1.5 km, while the Mile-Around Woods and Healing Springs Trail are both around 2.5 km. The longest easy route, Harmon Hill via the Appalachian Trail, is approximately 5.4 km.

Is public transport available to reach the trailheads?

While South Shaftsbury is primarily accessed by car, specific public transport options directly to trailheads are limited. It's generally recommended to have personal transportation to reach the various starting points for hikes in the area, especially for trails further afield or within the Green Mountain National Forest.

Are there any easy trails suitable for beginners?

Yes, all the trails categorized as 'easy' in this guide are suitable for beginners. They typically feature gentle gradients and well-defined paths. The Healing Springs Trail is particularly beginner-friendly due to its short length and flat terrain.

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